Design and synthesis of novel thiophenecarbohydrazide, thienopyrazole and thienopyrimidine derivatives as antioxidant and antitumor agents

K. Dore, S. Dubus, H. A. Ho, I. Levesque, M. Brunette, G. Corbeil, M. Boissinot, G. Boivin, M. Bergeron, D. Boudreau and M. Leclerc, Fluorescent polymeric transducers for the rapid, simple and specific detection of nucleic acids at the zeptomole level, J. Am. Chem. Soc. 126 (2004) 263-287.Search in Google Scholar

R. L. Jarvest, I. L. Pinto, S. M. Ashman, C. E. Dabrowski, A.V. Fernandez, L. J. Jennings, P. Lavery and D. G. Taw, Inhibition of herpes proteases and antiviral activity of 2-substituted thieno[2,3-d]oxazinones, Bioog. Med. Chem. Lett. 9 (1999) 443-448.10.1016/S0960-894X(99)00004-9Search in Google Scholar

L. Aurelio, H. Figler, L. B. Flynn, J. Linden and J. P. Scammells, 5-Substituted 2-aminothiophenes as A1 adenosine receptor allosteric enhancers, J. Bioorg. Med. Chem. 16 (2008) 1319-1328; DOI: 10.1016/J.BMC.Search in Google Scholar

H. Lütjens, A. Zickgraf, H. Figler, J. Linden, R. Olsson and J. P. Scammells, 2-Aminothienopy-ridazines as novel adenosine A₁ receptor allosteric modulators and antagonists, J. Med. Chem. 46 (2003) 1870-1877.10.1021/jm020295mSearch in Google Scholar

K. A. Ghakraborti, B. Gopalakrishnan, M. E. Sobhia and A. Malde, Three D-QSAR studies on thieno [3,2-d] pyrimidines as phosphodiesterase IV inhibitors, Bioorg. Med. Chem. Lett. 13 (2003) 1403-1408.10.1016/S0960-894X(03)00172-0Search in Google Scholar

G. Nikolakopoulos, H. Figler, J. Linden and P. J. Scammells, 2-Aminothiophene-3-carboxylates and carboxamides as adenosine A₁ receptor allosteric enhancers, Bioorg. Med. Chem. 14 (2006) 2358-2365; DOI: 10.1016/j.bmc.2005.11.018.10.1016/j.bmc.2005.11.01816314104Search in Google Scholar

S. Sasaki, N. Cho, Y. Nara, M. Harada, S. Endo, N. Suzuki, Sh. Furuya and M. Fujino, Discovery of a thieno [2,3-d] pyrimidine-2,4-dione bearing a p-methoxyureidophenyl moiety at the 6-position: a highly potent and orally bioavailable non-peptide antagonist for the human utilizing hormone-releasing hormone receptor, J. Med. Chem. 46 (2003) 113-124.Search in Google Scholar

M. O. Nassan, Y. A. Hassan, I. H. Heiba and M. M. Ghorb, Synthesis and reactions of some mercaptoheterocyclic compounds and their radioprotection, Al-Azhar Bull. Sci. 8 (1997) 435-444; ref. Chem. Abstr. 130 (1999) 110174.Search in Google Scholar

I. H. Heiba, M. M. Ghorab, E. N. Amin and L. Ramadan, Synthesis of 2-[(5,6,7,8-tetrahydrobenzo [b] thieno[2,3-d]pyrimidin-4-y)thio]-N-(4-aryl-3-chloro-2-oxoazetidin-1-yl) acetamides and biochemical screening for radioprotective character, Egypt. J. Biotechnol. 4 (1998) 16-30; ref. Chem. Abstr. 132 (2000) 49937.Search in Google Scholar

H. N. Hafez and A. B. A. El-Gazzar, Design and synthesis of 3-pyrazolyl-thiophene, thieno [2,3-d] pyrimidines as new bioactive and pharmacological activities, Bioorg. Med. Chem. Lett. 18 (2008) 5222-5227; DOI: 10.1016/j.bmcl.2008.08.071.10.1016/j.bmcl.2008.08.07118783947Search in Google Scholar

A. Rosowsky, K. K. N. Chen and M. Lin, 2,4-Diaminothieno [2,3-d] pyrimidines as antifolates and antimalarials, J. Med. Chem. 16 (1973) 191-194.10.1021/jm00261a0044632695Search in Google Scholar

F. Shuichi and S. Nobuhiro, Preventives/Remedies for Alzheimer's Disease, Japan Pat. 01 78, 780 (Cl. A61K45/00), 25 Oct 2001, JP Appl. 2000/112, 046, 13 Apr 2000; ref. Chem. Abstr. 135 (2001) 313627w.Search in Google Scholar

I. Hirotsune, K. Takashi, N. Eisuke, K. Hidetaka, O. Masamichi, T. Takashi and N. Atsushi, Preparation of thienopyrimidine derivatives as antagonists of metabotropic glutamate receptors, Japan Pat. 02 62,803 (Cl. C07D495/04) 15 Aug 2002, Appl. 2001/32, 121; ref. Chem. Abstr. 137 (2002) 169542m.Search in Google Scholar

W. Lichen, R. Jinzhi, L. Baolin, L. Jiaxuan and Y. Jing, Synthesis and cardiac activity of thieno [3,4-d] pyrimidine-2,4-dione derivatives, Journal of Zhongguo Yaoke Daxue Xuebao 29 (1998) 331-335; ref. Chem. Abstr. 130 (1999) 139309d.Search in Google Scholar

T. H. Brown, R. J. Ife and C. A. Leach, Preparation and formulation of thienopyrimidine derivatives as antiulcer agents, Eur. Pat. 404356 (Cl.C07D495/0; ref. Chem. Abstr. 115 (1991) 356-361.Search in Google Scholar

A. B. A. El-Gazzar, R. A. H. Hussein and N. H. Hafez, Synthesis of 4-substituted pyrido[2,3-d] pyrimidin-4(1H)-one as analgesic and anti-inflammatory agents, Acta Pharm. 57 (2007) 395-411; DOI: 10.2478/v10007-007-0032-6.10.2478/v10007-007-0032-618165185Search in Google Scholar

Y. Morimoto, K. Tanaka, Y. Iwakiri, S. Tokuhiro, S. Fukushima and Y. Takeuchi Erythrocyte hemolysis was mediated by peroxyl radicals in this assay system, Biol. Pharm. Bull. 18 (1995) 1417-1422.10.1248/bpb.18.14178593448Search in Google Scholar

E. Lissi, B. Modak, R. Torres, J. Escobar and A. Urzua, Total antioxidant potential of resinous exudates from Heliotropium species, and a comparison of the ABTS and DPPH methods, Free Radical. Res. 30 (1999) 471-477.10.1080/1071576990030051110400459Search in Google Scholar

A. B. A. El-Gazzar, H. N. Hafez, A. A. Abu-Hashem and A. S. Aly, Synthesis and antioxidant, anti-inflammatory, and analgesic activity of novel polycyclic pyrimido[4,5-b]quinolines, Phosphorus Sulfur 184 (2009) 379-405; DOI: 10.1080/10426500802167027.10.1080/10426500802167027Search in Google Scholar

A. B. A. El-Gazzar, A. M. S. Youssef, M. M. Youssef, A. A. Abu-Hashem and F. A. Badria, Design and synthesis of azolopyrimidoquinolines, pyrimidoquinazolines as anti-oxidant, anti-inflammatory and analgesic activities, Eur. J. Med. Chem. 44 (2009) 609-624; DOI: 10.1016/j. ejmech.2008.03.022.Search in Google Scholar

R. Aeschlach, J. Loliger, C. B. Scott, A. Murcia, J. Butler, B. Halliwell and I. O. Aruoma, Antioxidant actions of thymol, carvacrol, 6-gingerol, zingerone and hydroxytyrosol, Food Chem. Toxicol. 32 (1994) 31-36.10.1016/0278-6915(84)90033-4Search in Google Scholar

T. Fujita, Y. Takeda, S. Han-dong, Y. Minami, T. Marunaka, S. Takeda, Y. Yamada and T. Togo, Cytotoxic and antitumor activities of Rabdosia diterpenoids, Planta Med. 54 (1988) 414-417; DOI: 10.1055/s-2006-962485.10.1055/s-2006-9624853200934Search in Google Scholar

K. Gewald, E. Schink and H. Brottcher, Gewald aminothiophene synthesis, Chem. Ber. 99 (1966) 94-100.10.1002/cber.19660990116Search in Google Scholar

V. Alagarsamy, S. Meena, V. K. Ramseshu, R. V. Solomon, K. Thirumurugan, K Dhanabal and M. Murugan, Synthesis, analgesic, anti-inflammatory, ulcerogenic index and antibacterial activities of novel 2-methylthio-3-substituted-5,6,7,8-tetrahydrobenzo (b) thieno [2,3-d] pyrimidin-4(3H)-ones, Eur. J. Med. Chem. 41 (2006) 1293-1300. DOI: 10.1002/chin.200711131.10.1002/chin.200711131Search in Google Scholar